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Shelter Island Vacation Rentals with Hot Tub(7)

7 Results
4 night minimum stay
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
    (5)
    • 4 BR,
    • 3 BA,
    • Sleeps 7
      (4)
      7 - 30 night minimum stay
      • 3 BR,
      • 2 BA,
      • Sleeps 6
        (3)
        3 - 7 night minimum stay
        • 5 BR,
        • 4 BA,
        • Sleeps 10
          (4)
          3 night minimum stay
          • 3 BR,
          • 3 BA,
          • Sleeps 6
            7 - 30 night minimum stay
            • 5 BR,
            • 3 BA,
            • 1 HF BA,
            • Sleeps 10
              30 night minimum stay
              • 4 BR,
              • 4 BA,
              • Sleeps 10
                (3)
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                Recent Shelter Island Reviews

                Heavenly!

                5 of 5
                This place is a true treasure. Incredibly comfortable home with everything we could need on hand. Ceiling fans in every room make the place so cool and breezy that we barely needed the a/c despite the heat. I've never rented a house before and went with very low expectations- brought my own towels, sheets, utensils, plates, and needed none of it as everything was clean and comfortable and lovely. The screened-in porch was a delight. My kids had a blast watching the deer in the early morning and early evening, and the tire swing was a HUGE bonus and total surprise! My daughter lost her mind with joy to discover that. and us grownups relished the hammock and the plentiful and very comfy chairs and sofas. The pool was perfect- my crew has little tolerance for cold water so the heater was fantastic and the hot tub another treat. The views of the massive and gorgeous property were spectacular and there were wonderful views from every room. I can't stop raving about this house and the property and the location was fantastic as well. Nothing was more than 5 minutes away. We fell in love with Whale's Tale for mini golf and I am still dreaming about Commander Cody's fried scallops. I grew up going to the Hamptons and had never been to Shelter Island and was thrilled to experience this treasure- beautiful and even on Labor Day weekend not a crowd or single incident of traffic to be found. Celina was extremely helpful, very responsive to questions and returned my security deposit within one day! Only thing to note is that the laundry and second bathroom are in the basement, and that was a bit tricky to find- it's the door in the screened in porch! I can't recommend this property enough and am already plotting my next stay here. Thank you so much, Celina and Tom for making our stay just glorious!
                • Submitted: Sep 3, 2014
                • Stayed: Aug 2014

                Charming Cottage and Terrific Owners

                5 of 5
                We had a wonderful multi-week stay here. The house is as charming as advertised. We swam off the dock every day. Also kept my 20' sailboat at the dock and had great fun sailing in Gardner's bay. Topping it all off, the owners were a delight to deal with as we settled in and got our bearings. If you're considering this property give it a go, you'll be glad you did!
                • Submitted: Aug 24, 2014
                • Stayed: Jun 2014

                Fantastic holiday in this house!

                5 of 5
                John the owner was wonderfully helpful from start to finish with our holiday to Shelter Island. He was unfazed that we were going to be five mommies and babies for the week and was on hand to answer questions all the time. The garden is beautiful, the rooms all airy and clean (excepting a great room in the basement without light which was great for babies to sleep in!) and from here we were able to do long strolls to Sunset Beach and to the spit on the south of the island. All round fabulous- highly recommended.
                • Submitted: Jun 30, 2014
                • Stayed: May 2014